Vacation Home Rentals By Owner In Siesta Key, FL

$424.42

Spacious Family Home Near Siesta Key Beach

Siesta Key, Florida, United States

Summary:brbrWelcome to your perfect family getaway! brbr- Spacious 4-bedroom, 2-bath home for families or groups brbr- Indoor and outdoor fun with a Tiki bar and private putting green brbr- Master Bedroom: 1 King Bed + 1 Child Bed brbr- Bedroom 2: 1 Twin Bed + 1 Child Bed brbr- Bedroom 3: 1 Queen Bed brbr- Bedroom 4: 1 Twin Bed brbr- Short walk to 15+ restaurants, 12 bars, and shops brbr- Local beach just 3 blocks away brbrWelcome to your perfect home away from home!brbrbrbrThe Space:brbrWelcome to your perfect family getaway! This spacious 4-bedroom, 2-bath single-family home is designed with comfort, fun, and relaxation in mind — ideal for families or groups. The home is fully equipped for family-friendly living, from indoor space to outdoor fun. brbrbrbrUnwind at the Tiki bar with dinner or cocktails, or head to the front yard and test your skills on the private putting green — a fun way to keep everyone entertained, from beginners to golf enthusiasts! This spacious and well-equipped property offers plenty of room for families or groups, with a variety of sleeping arrangements to suit everyone’s needs.brbrbrbrComfortable Accommodation:brbr- Master Bedroom (Room 1): 1 King Bed + 1 Child Bed brbr- Bedroom 2: 1 Twin Bed + 1 Child Bed brbr- Bedroom 3: 1 Queen Bed brbr- Bedroom 4: 1 Twin Bed brbr- 2 bathrooms for convenience brbrbrbrInterior Feeling:brbr- Designed for family-friendly living brbr- Spacious layout for relaxation brbr- Temperature set to 72°F, non-adjustable brbr- No ceiling fans brbrbrbrOutdoor Bliss:brbr- Private putting green for entertainment brbr- Tiki bar for outdoor dining and cocktails brbr- Short walk to the local beach, just 3 blocks away brbrbrbrDelightful Dining:brbr- Close proximity to 15+ amazing restaurants brbr- 12 lively bars nearby brbr- Dozens of shops within walking distance brbr- Bike and scooter rentals available brbrbrbrProfessional Cleaning:brbr- Family-friendly home, no spring breakers allowed brbr- Renters must be 25+ years old brbrbrbrImportant Notes:brbr- Beach chairs, toys, and other beach gear are not provided brbr- Local laundry/wash & fold services available brbrbrbrYou’re just a short drive from the main public beach and don’t miss Siesta Key Beach, consistently ranked as one of the Top 10 Beaches in the World by the Travel Channel. Welcome to your perfect home away from home!brbrbrbrGuest Access:brbrGuests will have exclusive and private access to the entire 4-bedroom, 2-bath home. The bright, modern living space features a large sectional sofa perfect for gathering, while the fully equipped kitchen boasts sleek black cabinetry. This includes all indoor and outdoor amenities.brbrbrbrEnjoy a seamless arrival with our self-check-in process, available any time after 4:00 PM.brbrbrbrOther Things to Note:brbrHere are the important policies and guidelines to note for your stay:brbrbrbrCheck-in: We facilitate self-check-in, and guests are welcome to check in any time after 4 pmbrbrbrbrCheck-out: We kindly ask that you check out on or before 11:00 AM on your departure date. This allows us enough time to clean and prepare the property for the next guests.brbrbrbrNo Smoking: Smoking is strictly prohibited inside the house and within any common areas of the complex. Please respect this policy to maintain a clean and smoke-free environment.brbrbrbrNo Parties: The house is intended for quiet and peaceful stays, and hosting parties or large gatherings is not allowed. Please be considerate of the neighbors and keep noise levels to a minimum, especially during nighttime hours.brbrbrbrPets allowed: Please inform us in advance if you plan to bring pets.brbrbrbrPet Policy:brbrbrbrWe are delighted to welcome your pets to our property. To ensure a comfortable experience for both you and your furry companions, please review our policy and fees:brbrbrbrPlease ensure that your pet is well-behaved and cleaned up both indoors and outdoors. A pet fee of $50 per pet and a $200 refundable deposit is required.brbrbrbrThese policies are in place to ensure a comfortable and enjoyable experience for all guests and to maintain the integrity of the property. brbrbrbrWe offer early check-in or late check-out for an additional fee of $25 per hourbrbrEarly check-in: 2pmbrbrLate check-out: 1 pmbrbrbrbrIf you have any questions or need further clarification about these policies, please contact us. We want to ensure that your stay is pleasant and in accordance with these guidelines.brbrbrbrInteraction with Guests:brbrGuests will have exclusive and private access to the entire 4-bedroom, 2-bath home. The bright, modern living space features a large sectional sofa perfect for gathering, while the fully equipped kitchen boasts sleek black cabinetry. This includes all indoor and outdoor amenities.brbrbrbrEnjoy a seamless arrival with our self-check-in process, available any time after 4:00 PM.

4

Bed

2

Bath

8

Sleeps

$762.19

/ Nightly

Private Vacation Home

Large Pool Home- Blocks from Siesta Key Beach

Siesta Key, Florida, United States

Summary:brWelcome to Ocean Breeze Cottage, brbrThis beautiful 5 bedroom 3 bath home is perfect for a family vacation to Siesta Key Beach. Ocean Breeze Cottage is a quick block and a half stroll or bike ride up the street from The Nation’s Number One Beach; where you can enjoy Siesta Key’s famous white sand, swim in the Gulf of Mexico and take in a technicolor sunset. Looking to do some shopping, grab a bite to eat, or just enjoy live music and some drinks then you will enjoy Siesta Village.brbrThe Space:brWelcome to Ocean Breeze Cottage where you can enjoy all the best elements of the perfect Island vacation. brbrWhat the Ocean Breeze Cottage has to offer:brThe home's interior is spacious with five bedrooms and three newly updated baths, accommodating ten. The second floor has an open living and dining space. Three of the bedrooms are on this floor. The first floor is home to two additional bedrooms, a bathroom and comfy TV room and Foosball table. (Please note that the main living, dining and master bedroom are located on the second floor only accessible by stairs, NO elevator)brbrBedroom 1 features:brLocated on the upper main living level.br1-King bed, All bed linens, ceiling fan, walk-in closet, dresser, smart TVbrbrBedroom 2 features:brLocated on the upper main living levelbr1-Queen bed, All bed linens, ceiling fan, closet, dresser, smart TVbrbrBedroom 3 features:brLocated on the upper main living levelbr2-Twin beds, ceiling fan, closet, dresser, smart TV brbrBedroom 4 features:brLocated on lower levelbr1-King bed, All bed linens, ceiling fan, walk-in closet, dresser, smart TVbrbrBedroom 5 features:brLocated on lower levelbr1-Queen bed, All bed linens, ceiling fan, dresser, smart TVbrbrKitchen features:brLocated on upper main living level, features granite counter-tops, stainless steel appliances, and is fully equipped, allowing you to enjoy anything from a quiet lunch together to preparing a feast for your family!brDinnerware for inside and outsidebrDrinkware, Coffee cups, Wine glassesbrCutlery and Kitchen gadgetsbrToaster, Blender, KettlebrCoffee Maker- Dual Style both drip and podbrPots, Pans, BakewarebrbrDining Options:br6-person dining room table insidebr10-person dining table on upper balcony overlooking poolbr8-person dining table on lower pool deckbrbrLiving Room:brOffers comfy seating with a couch, loveseat and chair brFree WI-FIbr75” Smart TVbrbr3-Bathrooms: (2 located on upper main living level and 1 on lower level)brEn-suite bathroom features walk-in showerbrUpper and lower guest bathrooms features tub/shower combobrBath towels/wash clothsbrHairdryerbrbrLaundry Area:br2 Full Sized Stacked Washer and DryerbrIron and Ironing BoardbrbrOutdoor Space:brThe partially fenced private backyard has a screen lanai and heated saltwater pool (heated from January 1st to March 31st, other times upon request and additional fee of 25.00 per day).brThe pool gets serviced weekly by an outside company. Please note that, after it rains, there may be some debris that washes off the screen and into the pool between cleanings due to unpredictable weather conditions in Florida - this is normal. We provide a pool skimmer that you may use to remove light debris throughout your stay.br4-Loungersbr2-Outdoor Dining Tables (10 person and 8 person)brSeating area with couch brSmart 70” TVbrGas Grill available for the times you want to eat in.brCorn Hole BoardsbrbrBeach Items:br8-Beach ChairsbrBeach/Pool TowelsbrCoolerbrBeach WagonbrbrSupplies:brA complimentary starter supply includes:br1-Roll of Paper Towelbr1- Small Bottle of Dish Soapbr5- Dishwasher Podsbr10- Trash Bagsbr10-Laundry Detergent Podsbr2- Rolls of toilet paper, per bathroombrFor extended stays, please be prepared to bring any additional supplies that you will need.brbrPet Policy:brMax number 2 pets Limited to dog(s) all other pets are strictly prohibited.brGuest must have pet listed on reservation at the time of booking and pay required pet fee of 200.00 (any unauthorized pets found on property will be charged a 500.00 fee.brGuest must complete and sign pet addendum brPets are not allowed in pool. brAll pets must comply with the following specifications.brMay not exceed 50 lbs. without prior approval.brMust be up-to-date on rabies vaccinations and all other vaccinations required for boarding. Guest must be able to provide documentation from an accredited veterinarian upon requestbrbrNoise/Good Neighbor Policy:brThis is a private residence in a residential neighborhood. Quite times are 9pm to 8am and we always follow strict noise regulations and ask you to be respectful and considerate. Strictly no parties or gatherings are to be held at this property. Any breach of these regulations may result in eviction without a refund of the remaining funds or deposit.brbrAge Limit:brWe do not accept reservations for groups with travelers under the age of 26 years unless a specific exception has been approved. Travelers under the age of 26 that are traveling with a family group with a parent are more than welcome to stay with us.brbrRegistered Guests:brONLY the registered guests are allowed to stay at the property!brUnless discussed and agreed with us otherwise, this includes inviting groups over during the day/night beyond the number of persons you have booked for.brbrCheck in is from 4pm and check out is at 10am.brbrGuest Access:brThe whole housebrbrThe Neighborhood:brOcean Breeze Cottage is a quick 2 block stroll up the street from The Nation’s Number One Beach; where you can enjoy Siesta Key’s famous white sand, swim in the Gulf of Mexico and take in a technicolor sunset. Looking to do some shopping, grab a bite to eat, or just enjoy live music and some drinks then you will enjoy Siesta Village which is just a mile away.brbrGetting Around:brThere are free ride shuttles available to take you anywhere on the key, as public parking can be challenging during peak season.brbrOther Things to Note:brPLEASE NOTE:brThere is a 1 rental per 30 day period, per Sarasota, FL ordinance, contact us for more information.brReservation must follow under the accordance of the Sarasota County code regulations.brbrInteraction with Guests:brRest assure there will always be someone available to answer any questions or concerns

Bed

Bath

Sleeps

$220.6

/ Nightly

Private Vacation Home

Firethorn 822 - 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Pool...

Siesta Key, Florida, United States

Firethorn unit has 2 bedrooms, one and one half baths, full galley kitchen with all appliances, a breakfast bar, living room w/sleeper, dining room as well as an oversized lanai with a large dining set for open air meals. Large flat screen TV in the living room with high-speed internet included. New washer and Dryer.Kitchen has been updated with granite counters. Updated Baths too.

Bed

Bath

Sleeps

$570.15

/ Nightly

Private Vacation Home

Spacious 2Bed/ 2Bath Beachfront Town Home!

Siesta Key, Florida, United States

Experience the breathtaking views of this beachfront home! Located directly on Sunset Beach on Siesta Key, this 2-bedroom 2-bathroom home is a must. Inside, this home can sleep up to 4 guests with king beds in each bedroom. This home comes equipped with a full kitchen, a dining area, and a spacious living room for you to enjoy time with your family and friends. Stunning ocean views can be seen from the living room and master bedroom. Watch the spectacular sunsets from one of your multiple balconies located on each floor, or walk out your front door to the sugary white sand of our world-famous beaches. This unit also includes a very convenient outdoor shower and the use of the pool at the Siesta Key Beachside Villas just a block away. Even better still, this unit is only a short stroll into Siesta Key Village, where you can experience many of the wonderful shops and restaurants the island has to offer! This is a truly unique vacation home that you, your family, and friends will truly enjoy, and is sure to be your choice returning year after year!br*This unit is stairs only. All guests must have the ability to use stairsbr*There is no garage parking.brbrBedroom 1: KingbrBedroom 2: KingbrbrAdded Amenities Included in Your Stay:brComplimentary Bicycles Rentals,brOne Complimentary Parking Space,brWifi,brBeach Chairs,brBeach Towels,brBeach Wagon,brBeach Cooler,brPartner Property Pool/Hot tub Access,brAccess to Siesta Beach Pickleball Courts,brSiesta Key Trolley - Free-Rides Around Siesta Key,brA 7-day week, Beachside Management office for your convenience and guest needs!brbr*Minimum Age to Book: 25br*To book a Beachside Managed Property Between February 1st and April 15th, the booker must be 27 years old or older. br*Security Authorization Hold taken upon check-in. Amount: $1,000

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Bath

Sleeps

$383.19

/ Nightly

Private Vacation Home

Siesta Key vacation rental home close to village with swimming pool and free wifi

Siesta Key, Florida, United States

When you can't wait to enjoy a well-earned getaway to sunny Siesta Key, make the most of your island adventure by booking Oxford House as your home away from home during your stay. This 2-bed, 2-bath property can welcome up to 7 guests at a time and puts visitors right in the heart of a barrier island experience. Oxford House is surrounded by lush tropical foliage and sits within reach of area attractions and activities too. Booking a stay here provides a refreshing balance between desirable island seclusion and access to fun and exploration when you're looking to discover something new too!brbrInterior AmenitiesbrbrOxford House is designed with space, light, and island-inspired style in mind at every turn. Guests who book a stay will step in to find a spacious open floorplan waiting to greet them paired with large windows throughout to frame a great view too. A fresh color palette incorporates a modern touch while home-inspired furnishings make it simple to settle into luxury starting on day one. The living room in Oxford House hosts an extended and plush beige sofa and matching loveseat settle in front of a sleek black coffee table and large 65-inch television positioned on the far wall of the room. brbrThe living room opens up to the full kitchen where guests can serve up their favorite home-style meal when they aren't dining out across Siesta Key. The kitchen in this home features extended granite countertops, stainless-steel appliances and custom white cabinetry filled with cookware as well. When it's time to enjoy dinner together, guests can gather around the table fit for four guests, the formal table fit for eight, or make the most of additional seating at the breakfast bar. brbrWhen it's time to rest, get a great night's sleep in any of the bedrooms this property features. The master bedroom hosts a king bed and sitting area as well as access to the pool through sliding glass doors. The master also has an en suite bath complete with a stall shower. The second bedroom in the home hosts a queen bed and has easy access to the hall bathroom complete with a shower and tub.brbrExterior FeaturesbrbrFresh-air and outdoor fun is easy to find when you book a stay in Oxford House. This home has its own outdoor shower as well as a private covered pool for enjoying when temperatures are on the rise. Lush greenery surrounds the pool to set a tropical scene while the backyard grill and table set makes for a wonderful place to serve up an alfresco meal or two during your visit.brbrBook TodaybrbrEnjoy your Siesta Key journey in style when you book Oxford House for your next vacation. Reach out to Rent Siesta Key to learn more today!brbrProperty notes:brbrMinimum stay: 1 month minimum reservation required with the exception of 1 week reservations a maximum of 30-days in advance when available. brbrPool Heating: $25/night for less than 3 weeks or $15/night for 3 or more weeks. brbrPets: Pets will be considered for a $200 Non Refundable Fee and must have prior approval from management. Small Dogs will only be considered

Bed

Bath

Sleeps

$266.35

/ Nightly

Private Vacation Home

#1 SIESTA KEY Beach Glass House w/supplies

Siesta Key, Florida, United States

*SPECIAL PRICE - Is Listed, subject to change, Hurry! brbr*2026 reopened after our Updatebrkit and baths. Looks the same only newer. Rearranged a little too. You'll love it. brSCROLL-DOWN FOR ---'THE STORY'brbrLOCATION- LOCATION- LOCATION! --- br------IMPORTANT NO TRAFFIC TO BEACH, Village or on/off island. *2mins to the beach and Siesta Village (We've built a successful business over the years and stay booked 95% of the years)br------We offer KITCHEN, BATH, LAUNDRY CONDIMENTS, PAPER GOODS, BEACH SUPPLIES, 4 BIKES, *(things you would have to rent or buy we have available) br------KING, and QUEEN beds. *over-sized bedrooms *upgraded to all-white appliances.br------We'll send you YouTube videos of places to go for fun and restaurants to experience.brbr* br----Join our Frequent Guest List. br....Sat. check in/out br br__'A SIESTA KEY STORY'brFORMER ARCHITECT MODEL HOMEbrA house from the simple KEY life; the way Siesta used to be when it was the BEST KEPT SECRET from all the world. We've maintained its vintage look. The house was architect built and designed around the pool, for that era.br A beautiful story regarding our house, our friend (an Egret) MR. BIRD who visits daily, big tall white bird. He's been visiting our house and the neighbors for years. We once lived here, what's it like to live in paradise. .... SIMPLY BLESSED! VACATION EVERY DAY. With lots of color and large glass doors, windows, the house is on ground level; YOU really connect with the island's nature,... peaceful and charming. And, Our SPECIAL TREE...what a personality, a spreading WATER OAK, wraps around the front and side of the house. You will love it, everyone does.br Great for those who want to experience a true Siesta Key lifestyle, nestled on an oversized lot in a waterfront community, between the Gulf of Mexico waters of Siesta Key Beach and Siesta Village.brbrFROM The OWNERSbr...Our former home, ...is an opportunity to experience what it's like to live on Siesta Key year-round, vacation every day! The sun shines always...we love the openness of the house, like living outside. Once you're on the island you never want to leave....Yes, Island Fever exits!br...MEMORIES FOR A LIFETIME, A PLACE TO CALL HOMEbrbr(SCROLL DOWN FOR FUN AND EXCITEMENT WITHIN A MILE)brbr---We will send you YouTube videos of places to go for fun and restaurants to experience, all on the island and within 5 mi. radius of the island.brFUN AND EXCITEMENT IN THE AREAbrWe will send you YouTubes of what you can do within the area and on a budget!!! WE WANT YOU TO GET EXCITED ABOUT YOUR TRIP!!! WHY WASTE YOUR TIME brbrIT'S A GREAT WAY TO ENJOY THE ISLAND LIFE.brWITHIN A 5 MILE AREA YOU CAN:br....WE HAVE SO MANY EVENTSbr....SATURDAY SUNDAY. FARMERS MARKET IN THE SIESTA KEY VILLAGEbr....STROLL THE VILLAGEbr....RENT A BOATbr....CHARTER FISHINGbr....SCUBA DIVINGbr....PARASAILING ~JET SKIbr....GET YOUR PICTURE TAKEN ON THE BEACH W/FAMILYbr....GET MARRIED OR RENEW YOUR VOWS ON THE BEACH.br....SUNDAY EVE ENJOY THE DRUM CIRCLE AT SIESTA BEACHbrAT THE PUBLIC PAVILLION.br....RIDE THE BIKES AROUND THE ISLAND IT'S A GREAT WAYbrTO ENJOY THE ISLAND LIFE.br....ENJOY FINE DININGbr....GO TO A FABULOUS MALL FOR SHOPPINGbr....5 MILES PLAY GOLF, BOBBY JONES, VERY NICE PUBLICbrCOURSE, there is another one besides this 4 miles awaybr....4 MILES GO DOWNTOWN SARASOTAbr....OPERA, SEVERAL THEATRES, WE ARE BIG ON THE ARTS INbrSARASOTA.brBASEBALL SPRING TRAINING THE BALTIMORE ORIOLES.br....GO TO MARINA JACKS FOR CHARTERED TOURS FABULOUSbrDINING, AND DANCINGbr....VISIT RINGLING MUSEUMbr....WE HAVE BREWERIESbr....JUNGLE GARDENS IS CLOSE BY 5 MILESbr....ART SHOWS, SAND SCULPTURE EVENTS, CHALKbrFESTIVALS. BOAT RACES, BOAT PARADES.br....BUT MOSTLY YOU WILL WANT TO ENJOY THE ISLAND LAIDbrBACK LIFE AND RELAX.br---I WILL BE SENDING YOU YOUTUBES OF WHAT TO DO AND WHERE TO GO.brbrOWNER/MANAGER

Bed

Bath

Sleeps

$1450.72

/ Nightly

Private Vacation Home

Siesta Key Retreat Sarasota Florida

Siesta Key, Florida, United States

Located on Siesta Key on a dead end street is our 4 bedroom 3 bath home spacious enough for a large family gathering. brbrSituated on the Grand Canal with the world famous beach close by, it’s easy to take the free community shuttle, take a short bike ride or even walk if you prefer.brbrOur home has everything you need for a relaxing and fun filled holiday. brbrFamilies find our home works very well as it is large enough for everyone to find their special spot. br

4

Bed

3

Bath

12

Sleeps

$458.78

/ Nightly

Private Vacation Home

#1 Beach House Siesta Key

Siesta Key, Florida, United States

Luxury Siesta Key Retreat – 5 Bedrooms | Walk to the Beach | Game Room | Bikes IncludedbrbrExperience the best of Siesta Key from this stunning 5-bedroom, 5-bathroom coastal retreat, perfectly designed for families and groups looking for space, comfort, and unforgettable beach memories.brbrLocated within walking distance to the world-famous Siesta Key Beach, you can start your mornings with a peaceful stroll to the powder-white sand and end your evenings watching the breathtaking Gulf Coast sunsets.brbrStep inside to a bright and welcoming home where modern comfort meets relaxed island living. The spacious layout offers multiple gathering areas perfect for entertaining, relaxing after the beach, or enjoying quality time with family and friends.brbrEach bedroom is thoughtfully designed to provide a peaceful and private escape, while the five full bathrooms ensure everyone has plenty of space to get ready for the day or unwind after sunset. The bathrooms feature spa-like showers with luxurious rainfall showerheads, creating a relaxing retreat after a long day in the sun.brbrKids and adults alike will love the dedicated game room with arcade games, making it the perfect spot for entertainment, laughter, and friendly competition.brbrFor exploring the island, bikes are included, making it easy to cruise around Siesta Key, ride to the beach, or explore the nearby restaurants and shops in Siesta Key Village.brbrAfter a day at the beach, rinse off in the convenient outdoor shower, then relax in the tranquil atmosphere of your private retreat.brbrWhether you're planning a family vacation, group getaway, or special celebration, this home offers the perfect balance of location, comfort, luxury, and fun.brbrCome experience the magic of Siesta Key living — where unforgettable memories are made.

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Bath

Sleeps

$661.85

/ Nightly

Private Vacation Home

WALK to BEACH/VILLAGE, HEATED Saltwater POOL, STRONG WiFi

Siesta Key, Florida, United States

BEYER BEACH HOUSE– A One-of-a-Kind Siesta Key Retreat brbrYou won’t find another home like this on Siesta Key! This mid-century bungalow designed by Twitchell/Rudolph, features attached Grand Suite, beautiful Terrazzo floors, a NINE-foot privacy fence, and sits on the best street on Siesta Key — quiet, safe, and just steps from the beach.brbrLOCATION, LOCATION, LOCATIONbr- 1 block from world-renowned Siesta Key Beachbr- 5-minute walk to the sand, or 15 minutes to Siesta Key Village shops & restaurantsbr- Free jitney & open-air transport to Village, Crescent Beach, and other Island spots brbrTHE HOMEbr- Spacious mid-century bungalow on a nearly double-wide lotbr- Large pool with resort-sized deck & Tropitone furniturebr- Multiple outdoor spaces for sun or shade, privacy or gatheringbr *Oversized screened veranda with sliders opening to the living areabr *Grassy sun area to enjoy morning coffee from the kitchen coffee barbr *Plus covered sitting areas outside each of the 3 bedroomsbrbrAMENITIESbr- Cable in LR and Smart TVs with Amazon Prime in two bedroomsbr- Bikes: 6 adultbr- Beach gear: chairs, towels, umbrella, cooler, cart & morebr- Outdoor Living: propane grill, firepitbr- Comfort: 2 HVAC units, pet-friendly (1 medium dog, NO CATS)br- Kitchens: full kitchen + kitchenette with extras (air fryer, Keurig & drip, dishware for 10, wine, beer & cocktail glasses/plastics and lots of extrasbrPARKINGbr- Wide Horseshoe driveway with covered area/electrical outlet easily fits 6 vehiclesbr- On-Street Parking in the direction of traffic is also available brbrEASY ACCESS to FLORIDA'S BESTbr- Sarasota/Bradenton Int’l Airport – 30 minsbr- Punta Gorda – 50 minsbr- Tampa/Busch Gardens or Fort Myers – 1 hr 15 minsbr- Orlando/Disney or Naples – 2 hrsbrbrPOOL HEATINGbr- Free at 72–75°br- $25/day for higher temps (up to 85°) or during summer months (June–Sept)

Bed

Bath

Sleeps

$323.6

/ Nightly

Private Vacation Home

Sun-Soaked & Relaxing Gem ~ Steps to Beach ~ Pool!

Siesta Key, Florida, United States

Retreat to the gorgeous 2BR 2Bath oasis offering easy access to the sun-soaked Siesta Key Beach, Siesta Key Village, and many more attractions. The unit's design, comforts, amenities, and sunny outdoors with the swimming pool provide everything you need to relax, recharge, and have a perfect Gulf Coast stay!brbr✔ 2 Comfy BRsbr✔ Open Design Livingbr✔ Full Kitchenbr✔ Smart TVsbr✔ High-Speed Wi-Fibr✔ Quadplex Amenities (Pool, BBQ, Lounges, Washer/Dryer, Parking)br✔ Walk to Private BeachbrbrSee more below!brbr---The space---brbrThis gorgeous home offers an ideal base for an unforgettable Siesta Key visit. The open-concept living area is where you'll create the most memorable moments with your loved ones. Cuddle up on the sofas and watch a movie, discuss your adventures, or prepare delicious bites in the fully equipped kitchen. brbrYou won't have to leave the property quadplex whenever you want to enjoy the great outdoors. The home offers a shared patio with a heated swimming pool, lounge seating, and an al fresco dining area.brbrAs the sun goes down and you are done adventuring for the day, two comfortable bedrooms will provide all the rest you need to continue writing the Florida fairy tale.brbr★ LIVING ROOM ★brGather 'round to watch the new season of your favorite show, gaze at the scenic surroundings, and much more in the heart of the modern open-floor living area.brbr✔ Snug Sofa, Loveseat and Window Seating Nook with Pillowsbr✔ Smart TV with Rokubr✔ Cozy Sofa Chairbr✔ Large Wooden Tablebrbr★ KITCHEN & DINING ★brThe fully equipped kitchen and the dining area occupy the second part of the open-concept design living area. It boasts a contemporary design, spacious countertops, and modern cooking amenities. Grab fresh ingredients and prepare some delicious dishes.brbr✔ Microwavebr✔ Stovebr✔ Ovenbr✔ Toasterbr✔ Blenderbr✔ Coffee Makerbr✔ Refrigerator/Freezerbr✔ Dishwasherbr✔ Sink - Hot & Cold Waterbr✔ Platesbr✔ Glassesbr✔ Silverwarebr✔ Pots & PansbrbrStart the day with a tasty breakfast and a cup of coffee at the kitchen bar. The dining table will be the best choice for the occasion if you decide to have a delicious lunch or dinner in the condo.brbr✔ Dining Table with Seating for 6br✔ Kitchen Bar with Seating for 3brbr★ SLEEPING ARRANGEMENTS – 2 BEDROOMS + LIVING ROOM ★brHere, you will find the comforts needed to rest and relax after a fabulous day exploring Siesta Key. Get those precious hours of sleep; tomorrow is a new and exciting day!brbr♛ Master Bedroom: King-Size Bed, Smart TV, Juliette Balcony, Ensuite Bathroombr♛ Bedroom 2: Queen-Size Bed + Bunk Bed (Twin over Twin)br♛ Living Room: Queen Sofa BedbrbrBoth bedrooms are equipped with a similar set of amenities.brbr✔ Premium Pillows, Linens, and Sheetsbr✔ Smart TVsbr✔ Closets with Hangers and Shelvesbr✔ Dressers with Spacious Drawersbr✔ Night Stands with Reading Lightsbrbr★ BATHROOMS ★brThe unit boasts two full bathrooms stocked with fresh, clean towels in all shapes and sizes to provide a carefree stay.brbr✔ Bathtub with a Showerbr✔ Vanitybr✔ Mirrorbr✔ Toiletbr✔ Towelsbr✔ Essential Toiletriesbrbr★ SHARED OUTDOORS ★brAre you too tired and want to relax from all activities and adventures, or do you enjoy soaking up the sun without leaving the property We've got a few places just for that! Step onto the patio, where you can cool off in the swimming pool, prepare BBQ meals, and lounge the day away!brbr✔ Luxury Heated Swimming Poolbr✔ Sun Loungesbr✔ Dining Tables with Parasolsbr✔ Gas BBQ Grill brbrPlease let us know if you have any questions regarding our retreat. Happy Travels! brbr---Guest access--- brbrThe unit is exclusively yours, without interruption during your stay, so relax, unwind, and make yourself at home. The backyard and the pool area are shared with the other guests of the quadplex.brbrOther than the already mentioned amenities, our home also comes with the following:brbr✔ High-Speed Wi-Fibr✔ Self Check-In (Smart Lock)br✔ Travel Crib (available upon request)br✔ Air Conditioningbr✔ Heatingbr✔ Iron/Boardbr✔ Washer/Dryer (in the Building)br✔ Beach Accessories (Chairs, Wagon, and Umbrella)br✔ Free Parkingbrbr---Other things to note---brbr★ ADDITIONAL ACCOMMODATION ★brTraveling in a larger group, or your preferred dates are already taken You'll be happy to know that we offer additional accommodation in the quadplex and the area. Feel free to browse our profile for a detailed list of fantastic stays.brbr★ CLEANING & SANITIZATION ★brHealth, safety, and well-being of our guests are of utmost importance. For this reason, we use a thorough cleaning process after each check-out.brbr★ NO PETS ALLOWED ★brWe love those little (and not so little) furry bundles of joy. Sadly, our home is not suitable to accommodate them.brbr★ NO SMOKING INSIDE ★brPlease refrain from smoking inside the home! Any smoking evidence will result in a fee for odor removal and furniture cleaning.brbr★ NO PARTIES/EVENTS ★brWe kindly ask you to treat our home as your own to preserve its pristine condition for future guests and your return visits.brbrThank you very much for your understanding.brbr---Interaction with guests ---brbrWe will be accessible 24/7 for our guests via phone, text, or the VRBO app. brExpect a quick and prompt response. We give our guests space but are available for every inquiry. brbrContact us now so we can begin arranging your perfect vacation!brbr---The neighborhood---brbrThe quadplex is on a private street with a gated beach access point in Siesta Key, a tropical haven on the west coast of Florida that embodies the essence of paradise—known for its powdery white sands, crystal-clear waters, and laid-back atmosphere.brbrSiesta Key is renowned for having some of the most breathtaking beaches in the United States. Siesta Beach, in particular, has earned acclaim for its powdery, quartz-crystal sands, which stay cool even on the warmest days. Sunset at Siesta Beach is a spectacle not to be missed, with hues of orange and pink painting the sky as the sun dips below the horizon.brbrBeyond the beaches, Siesta Key offers a wide range of outdoor activities. Kayak through the calm waters of the mangrove tunnels at South Lido County Park, paddle boarding in the Gulf of Mexico, or embark on a fishing charter to catch your dinner. Nature enthusiasts will appreciate the lush landscapes and wildlife in the nearby Myakka River State Park.brbrSiesta Key Village is the heart of the island's dining, shopping, and entertainment scene. Stroll along quaint streets with boutiques, surf shops, and art galleries. Savor fresh seafood at beachfront restaurants, sip tropical cocktails at vibrant bars, and enjoy live music under the stars.brbrThe warm waters surrounding Siesta Key beckon adventure seekers to explore. Try windsurfing, jet skiing, or parasailing for an adrenaline rush. Scuba diving and snorkeling enthusiasts will be delighted by the vibrant underwater world of the Gulf. For a more leisurely experience, rent a boat, explore the Intracoastal Waterway, or take a dolphin-watching tour.brbrCome and discover the beauty and tranquility of this coastal gem, where every day feels like a beach day in paradise.brbrHere are some places of interest you'll surely be looking to visit during your stay.brbr✔ Siesta Key Beach (2 min walk away) – Gated Accessbr✔ PARASAIL SIESTA (2 min away)br✔ Crescent Beach (2 min away)br✔ Siesta Key Watersports (4 min away)br✔ Siesta Key Village (5 min away)br✔ Marie Selby Botanical Gardens (14 min away)br✔ Sarasota Jungle Gardens (24 min away)br✔ Lido Key Beach (24 min away)br✔ South Lido County Park (25 min away)br✔ Mote Marine Laboratory & Aquarium (26 min away)br✔ St. Petersburg (55 min away)br✔ Tampa (1h 5 min away)br✔ Fort Myers (1h 18 min away)brbr***Distance times are calculated if traveling by car.brbr---Getting around---brbrIf you arrive by car, you will be happy to know that we offer free parking. However, if you would like to avoid driving during your stay, there are many convenient, easily accessible transportation options close to our home.brbr✔ Siesta Key Breeze Trolleybr✔ Taxibr✔ Lyft & UberbrbrIf you are flying in/out of the area, the best way would be at the below airport:brbr✔ Sarasota Bradenton International Airport (25 min away)

Bed

Bath

Sleeps

$790.71

/ Nightly

Private Vacation Home

Tropical Paradise 3 Bed 3 Bath House

Siesta Key, Florida, United States

Make some memories at this unique and family-friendly place. Enjoy this lush and tropical pool area that will almost make you forget that a highly rated sometimes rated #1 Beach is just steps away! Provided for you are all the necessary beach items like beach towels and chairs and more! If you are looking for a little more space there is also a 1 bedroom 1 bath Cottage right next door that can be rented as well. Please inquire to see if we have both open at the same time.

Bed

Bath

Sleeps

$1368.14

/ Nightly

Private Vacation Home

Siesta Key Beach 3 Condos in One Building, half a block to Point of Rocks

Siesta Key, Florida, United States

Siesta Key Beachside Tri-Plexbr3 Private Condos | 6 Bedrooms | 6 Bathrooms | Point of RocksbrbrWelcome to your private Siesta Key oasis. A one-of-a-kind beachside tri-plex offering the comfort of three separate condos within one exclusive property. Nestled in the peaceful Point of Rocks neighborhood, this unique retreat is perfect for large families, multiple families traveling together, or groups seeking both shared gathering spaces and private accommodations.brbrWith approximately 3,700 square feet of living space spread across two levels, this property comfortably accommodates up to 12 guests while providing privacy, comfort, and easy access to world famous Siesta Key Beach.brbrThe Three Private CondosbrCondo 1 – Ground FloorbrbrThis cozy ground floor condo features:brbr1 bedroom with a king bedbr1 bathroombrFully equipped kitchenbrComfortable living spacebrbrPerfect for couples or guests seeking easy access and privacy.brbrCondo 2 – Second FloorbrbrThis spacious second floor condo includes:brbr2 bedroomsbrPrimary bedroom with king bedbrGuest bedroom with two twin bedsbr2 bathroomsbrFully equipped kitchenbrOpen living and dining areabrbrIdeal for families or smaller groups.brbrCondo 3 – second floor with a spiral staircase to the master suite in the Crow’s NestbrbrThe largest condo offers:brbr3 bedroomsbrCrow’s nest primary suite with king bed, ensuite bathroombrOne guest bedroom with queen bedbrOne guest bedroom with two twin bedsbr2 additional bathrooms for conveniencebrFully equipped kitchenbrSpacious living areas and balconiesbrbrThe crow’s nest suite creates a truly memorable coastal retreat with added privacy.brbrProperty HighlightsbrMultiple Living Spaces, patios and outdoor seatingbrbrEnjoy spacious gathering areas balanced with private retreats throughout the property. Beautiful coastal inspired interiors create a relaxed and beachy atmosphere that reflects the charm of Siesta Key.brbrFully Equipped KitchensbrbrEach condo includes its own full kitchen, making meal preparation simple whether you are cooking for the entire group or enjoying quiet meals separately.brbrOutdoor Living & Heated PoolbrbrRelax by the shared heated pool surrounded by tropical landscaping, or enjoy the multiple balconies offering views of the pool.brbrPrime Siesta Key LocationbrSteps to the Beach brbrLocated just half a block from Beach Access 13, you are only steps away from the powdery white sands and crystal-clear waters of Siesta Key Beach.brbrExplore the IslandbrbrEnjoy nearby restaurants, shopping, snorkeling, paddleboarding, and local attractions throughout Siesta Key Village and beyond.brbrConvenient Island TransportationbrbrEasy access to the Siesta Key Trolley makes exploring the island simple and convenient without needing a car.brbrThis exclusive Siesta Key tri-plex offers the perfect combination of privacy, flexibility, and close to the beach living. ideal for creating unforgettable memories with family and friends in one of Florida’s most beautiful coastal destinations.brbrAdditional Amenities:br- Washer and Dryer - in each unitbr- Beach Supplies - chairs, umbrellas, cooler, beach cart, towelsbr- Pool Toysbr- Linens and Towelsbrbr**Minimum Age 25: All Reservations must be booked by and accompanied by an adult who is 25 years of age or older. Valid photo I.D. may be required at the time of booking. br**Your inquiry on our property will be responded directly to your personal email. Please keep a lookout for our response so we may best serve your request

Bed

Bath

Sleeps

$689.3

/ Nightly

Private Vacation Home

Siesta Key Oasis-Spectacular with heated pool/spa and steps to beach and Village

Siesta Key, Florida, United States

Discover Your Tropical Oasis in Siesta Key!brbrWelcome to your dream getaway! This fabulously appointed 3-bedroom, 2-bath home is perfect for those seeking relaxation and adventure. Nestled on a quiet street just a stone's throw from Siesta Key Village, you'll enjoy the privacy of a beautifully landscaped front courtyard, complete with outdoor dining, comfy loungers, and the soothing sounds of a waterfall.brbrStep inside and you'll find an open-concept living space that exudes a coastal vibe, leading you effortlessly through to the stunning backyard overlooking the canal. Take a dip in the heated pool or unwind in the private spa, all while soaking in the serene atmosphere. With 75 ft. of canal access, feel free to bring your boat and explore the beautiful waterways.brbrAs our guest, you'll have access to 2 adult bikes, beach chairs, umbrellas, and an array of beach towels, books, and board games to enhance your stay. The kitchen is fully stocked for all your culinary adventures, and you'll sleep soundly on luxurious beds with high-quality linens. After a fun day at the beach, rinse off in the outdoor shower before heading out to explore.brbrPlease note, we maintain a serene atmosphere, so we can only accommodate up to 6 guests .brbrLocation and excellence combine in this remarkable rental. Just a leisurely 7-minute walk takes you to the world-famous white sandy beaches, rated #1 in the USA! Explore the arts district in downtown Sarasota or indulge in fine dining at St. Armands Circle.brbrDon’t miss the chance to experience this tropical paradise. Book your stay today!

Bed

Bath

Sleeps

$286.68

/ Nightly

Private Vacation Home

Pet Friendly home, Close to Sarasota Beach!

Siesta Key, Florida, United States

Off The Hook – A by Tropical Sands Accommodations br brWelcome to Off The Hook – A, your cheerful vacation duplex just steps away from the world famous Siesta Key Beach! This delightful two-bedroom, one-bath home is perfectly suited for couples or families with young children, providing a fun and sunny atmosphere for your next getaway. brbrHighlights br• 5-minute walk to Siesta Key Beach br• 2 Bedroom / 1 Bathroom br• 1 King, 2 Twin beds br• Screened-in lanai br• Grill br• Pet-friendly (with host approval) br• Shared washer and dryer br• 5-minute walk to Siesta Key Village shops and restaurants br• 1 Parking space br brEnjoy your private, screened-in patio, an excellent spot to soak up the tropical breezes while sipping your morning coffee or enjoying lunch under the sun. The shared outdoor space is perfect for gatherings, featuring a BBQ grill and comfortable lounge chairs for basking in the Florida sunshine. br brUpon entering Off The Hook - A, you are greeted by a welcoming and comfortable living area designed for relaxation and quality time with loved ones. Gather to plan your day or unwind after exploring the local attractions. The fully equipped kitchen makes cooking at home a breeze, complemented by a dining area where family meals and bonding can be cherished. br brRetreat to the primary bedroom for a restful night’s sleep, featuring a king bed where you can drift off between trips to the Gulf beaches. The second bedroom is ideal for children, offering two twin beds for comfortable sleeping arrangements. Both bedrooms share a stylish hallway bathroom with granite countertops and a convenient shower/tub combination. brbrRoom Details br• Primary Bedroom: King bed br• Second Bedroom: Two twin beds br• Shared Hallway Bathroom: Shower/tub combination br brThis vacation retreat provides a shared duplex laundry room for your convenience, ensuring you have everything you need during your stay. br brBook your next Siesta Key vacation at Off The Hook - A by Tropical Sands Accommodations and get ready to immerse yourself in the beauty and charm of this picturesque location. With its prime spot near the beach and Siesta Key Village, this rental promises a memorable escape to paradise! br brbr- br*Please note: 1 car maximum can park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. brbrWith host approval before check-in, this property accepts dogs only. Weight limit of 50 lbs max total for 1 or 2 dogs combined. No dangerous breeds are allowed. (No cats or other animals are allowed). An additional pet fee will apply. See our Siesta Key Luxury Rental Properties Rental Policies for full details. brbrWe do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. brbrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. Exceeding the noise ordinance could result in disciplinary actions, including fines and/or termination of your rental agreement without a refund. brbrThis property participates in our Professional Linen Program. This ensures that high-quality linens and towels are always included in your stay. These are professionally laundered at a commercial facility for every guest.

Bed

Bath

Sleeps

$576.48

/ Nightly

Private Vacation Home

Siesta Key Beach Duplex-Close to Sarasota Beach/Pet Friendly

Siesta Key, Florida, United States

Off The Hook - B by Tropical Sands Accommodations br brWelcome to Off The Hook – B, your ideal sunny vacation getaway just minutes from the world famous Siesta Key Beach! This charming two-bedroom, one-bath duplex offers a delightful blend of comfort and convenience, just minutes from the beach and Siesta Key Village. Perfect for couples or families looking to explore the beautiful surroundings of Siesta Key. brbrHighlights br• 5-minute walk to Siesta Key Beach br• 2 Bedroom / 1 Bathroom br• 1 King, 2 Twin beds br• Screened-in patio br• Grill br• Pet-friendly (with host approval) br• 5-minute walk to Siesta Key Village shops and restaurants br• Shared washer and dryer br• 1 Parking space br brThis cheerful unit features a private patio, perfect for enjoying your morning coffee or dining al fresco while soaking in the warm tropical breezes. The shared outdoor area offers a BBQ grill and lounge chairs, creating an inviting atmosphere for relaxation and sunshine. br brUpon entering Off The Hook - B, you are greeted by a cozy living area designed for relaxation, inviting guests to unwind and plan their adventures. The fully equipped kitchen and dining area provide the perfect setting for family meals and quality time together after a day at the beach. br brRecharge in the primary bedroom, which features a king bed, ensuring restful nights as you drift off to the sound of gentle Gulf waves. The second bedroom, equipped with two twin beds, is an ideal space for kids or additional guests. Both bedrooms share a neatly appointed hallway bathroom, complete with granite countertops and a shower/tub combination for convenience.brbrRoom Details br• Primary Bedroom: King bed br• Second Bedroom: Two twin beds br• Shared Hallway Bathroom: Shower/tub combination br brA shared duplex laundry room is available for guest use, adding to the convenience of your stay. The property’s prime location allows for easy exploration of local attractions, beach shops, ice cream parlors, and delicious seafood restaurants.br brBook your next Siesta Key vacation at Off The Hook – B by Tropical Sands Accommodations and prepare for a fantastic trip to paradise! With its ideal location near the beach and Siesta Key Village, this rental ensures a memorable getaway filled with sun, relaxation, and family fun. br brbr- br*Please note: 1 car maximum can park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. brbrWith host approval before check-in, this property accepts dogs only. Weight limit of 50 lbs max total for 1 or 2 dogs combined. No dangerous breeds are allowed. (No cats or other animals are allowed). An additional pet fee will apply. See our Siesta Key Luxury Rental Properties Rental Policies for full details. brbrWe do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. brbrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. Exceeding the noise ordinance could result in disciplinary actions, including fines and/or termination of your rental agreement without a refund. brbrThis property participates in our Professional Linen Program. This ensures that high-quality linens and towels are always included in your stay. These are professionally laundered at a commercial facility for every guest.

Bed

Bath

Sleeps

$604.22

/ Nightly

Private Vacation Home

Beach Location - Luxury Villa with Pool, Walk to Beach and Restaurants!

Siesta Key, Florida, United States

This is a beautiful luxury townhouse located on Siesta Key . Dr. Beach has named Siesta Key Beach as the #1 beach in the United States for 2011 and 2016. Stephen P. Leatherman, director of Florida International University's Laboratory for Coastal Research, also known as Dr. Beach, compiles this annual list using 50 criteria including facilities, water quality, sand and safety. National Geographic has voted Siesta Key #1 in the world for sand content, with its 99% quartz sand. brbrImagine starting the day just steps away on America’s #1 beach, Siesta Key, with the powdery, white sands of the Gulf of Mexico between your toes, and ending it watching the ever changing, masterfully designed, sunsets each day at famous Sunset Point. And, in between, when you aren’t enjoying the “sugar” sand, you can relax in this beautiful townhome. You’ll enjoy the tri-level living with plenty of entertainment, dining and sleeping space. It features a bonus room/den on the lower level with access right out to the shared pool, a completely updated kitchen and living room with a picture window to the Gulf and half bath on the 2nd level, and two en suite bedrooms on the third floor with glorious Gulf views from the master. The location is perfectly situated in Siesta Key Village with access to all of the restaurants, night clubs and shopping. No need for a car here! Bring your flip flops, sunscreen and umbrella and start having the vacation you’ve been dreaming of.brbr

2

Bed

2

Bath

6

Sleeps

$404.07

/ Nightly

Private Vacation Home

Comfort in a Beachside Haven - Aloha Kai #17 - Roelens

Siesta Key, Florida, United States

Aloha Kai #17brbrA Siesta Key Beachside Bliss Awaits!brbrEscape to the sun-kissed shores of Siesta Key and immerse yourself in the laid-back luxury of Aloha Kai #17. This is your perfect retreat, where the soothing sounds of the Gulf of Mexico and the vibrant energy of Crescent Beach create an unforgettable vacation. With it's retro charm and casual elegance Aloha Kai #17 invites you to kick off your shoes, sip morning coffee on your private patio, and dive into a world of relaxation and adventure. Here's what makes this home so special:brbrBedding Arrangement:br2 Bedrooms:brMaster Bedroom with King-size bed, Smart TVbrGuest Bedroom 1 with 2 twin beds. bed and Smart TVbrTop Features:brSleeps 4brLargest Pool on Siesta Key: Dive into the expansive, sparkling pool surrounded by a large lounging deck with plenty of poolside lounges, tables, and chairs for ultimate relaxation.brDirect Beach Access: Steps away from the powdery white sands of Crescent Beach, rated the #1 beach in the U.S., with shaded pavilions and lounge chairs for your comfort.brFront Screened Porch and Back Patio: Sip coffee in the mornings in your screened porch or curl up with a good book. Enjoy balmy evenings at home on the back patio to relax and unwind after an eventful day.brCommunity Amenities: Enjoy shuffleboard, ping pong, and a poolside community room, plus complimentary beach toys and floats for fun in the sun.brPerfect Home Base Location: Plenty of things to do and unique places to visit. Stroll to nearby restaurants, ice cream parlors, and bars, or hop on the Siesta Key trolley for easy island exploration. There are plenty of activities for children of all ages, thrill seekers and those who want to experience the natural wonders of the region.brNestled within the gated, family-friendly Aloha Kai resort, Aloha Kai #17 places you in the heart of Siesta Key's Crescent Beach, famous for its dazzling quartz sand and emerald waters. Whether you're lounging under a shaded beach pavilion, taking a soul-soothing walk along the 3-mile shoreline, or marveling at breathtaking Gulf sunsets, this little gem offers the perfect blend of tranquility and convenience. With friendly staff, 24-hour support, and daily trash removal, your stay will be seamless and stress-free. Book your Siesta Key escape at Aloha Kai #17 today and create memories that will last a lifetime!brbrRoelens Vacations is proud to partner with the city to promote recycling and make our community more sustainable and greener. Thank you for your cooperation and for being part of a more sustainable future!brbrDISCLAIMERS: br**10% deposit is due at time of booking, final payment is due 60 days out. Any reservations made within 60 days require full payment. No refunds will be given on deposits.**brThis home does not allow pets. brThis home has a minimum age requirement of 25 to book. Smoking is not allowed on the property.brEvery Villa has ONE designated parking space and parking pass. Additional vehicles and guests must register in the front office for a separate parking pass.

Bed

Bath

Sleeps

$641.8

/ Nightly

Private Vacation Home

Private Heated Pool, 100 Steps to Beach Access, 5-min walk to Siesta Key Village

Siesta Key, Florida, United States

Known for its quartz sand and crystal clear waters, the beaches of Siesta Keys are ranked No. 2 in the U.S. and No. 9 globally as one of the best travel destinations in 2024. Siesta Key, a barrier island in the Gulf of Mexico, is less than a 30 min drive from SRQ Airport. This vacation rental is one of a few hand-selected options brought to you by Siesta Key Dreams. With Beach and Village walkability, we are confident that this space will cultivate unforgettable memories.brbrOffering the best backyard experiences of Siesta Key Dream’s portfolio, this location features an airy and modern 3 bed, 2.5 bath layout. This rental is perfect for family and friend gatherings and can accommodate up to 10 guests. This large, spacious floor plan connects a welcoming living room, a dining room that seats 8, and a modernized kitchen featuring stainless steel appliances. Next to your living room, you’ll find a private, enclosed lanai with comfortable seating that is perfect for shaded, outdoor entertainment. In the third bedroom you’ll find a bunk+trundle bed and a twin bed, totaling 4 mattresses, perfect for families with children! To accommodate larger groups, the sofa turns into a queen bed and there is an additional queen air mattress on site. Siesta Key Dreams is happy to provide free, high-speed internet & Wi-Fi, HD Televisions equipped with live sports & extension channel options via DirecTV Stream, and electric appliances so you will not miss a beat.brbrBeyond the lanai, you’ll see a PRIVATE heated pool and outdoor space that is perfect to bask in the Florida sun and enjoy a quiet pool day or festive BBQ! Next to the pool, you’ll see a rare cabana fitted with fans and comfortable seating to relax in between swims. On the pool deck, there are numerous lounge chairs, large umbrellas for shade, a dining table, and a grill. This outdoor space is perfect for relaxing or gatherings with friends and family!brbrSiesta Key Dreams always shows our exact address in our listings, so our guests know exactly how close they truly are to the beach and village. Unplug and explore your surroundings, such as the Siesta Village which is less than a 5-minute walk away! From cafes to fine dining, local shopping and entertainment, you will certainly find what you need. brbrIf you’re looking to soak up the sun and clear waters, the beach access point #7 is a mere 100 steps away from this property. Easily slip on your sandals and take a 1-minute stroll to experience the brilliant 99% white quartz sand. brbrIn addition to the stunning, white quartz sand, the beaches of Siesta Keys offer picnic areas, concession stands, and volleyball courts. The shallow, crystal water and year-round lifeguard protection makes each beach a safe and relaxing escape. Having your property mere minutes away from the ocean means that you will certainly witness breathtaking sunsets. A 3-minute walk from the beach reveals Siesta Village, which offers a wide-range of dining and entertainment options from gourmet donuts, coffee, and seafood to award-winning steakhouses. brbrWe recognize that parking can be difficult, which is why this rental comes with THREE private, reserved spaces at no additional cost to you. Alternatively, we offer an exclusive upgrade which includes a golf cart rental for easy travel and access to all the top tourist spots around town. The Siesta Key Breeze Trolley also operates on the main roads outside your rental, which is free for all riders and operates 8AM - 10PM, seven days a week!brbrSiesta Key Dreams wishes to provide you with `Unreasonable Hospitality” – service at the highest caliber, well above your expectations. As soon as you secure your vacation rental, our team will provide you with clear expectations to help prepare for your stay. If you experience any issues upon arrival, a Guest Experience Manager who lives within the Siesta Keys area will be available at a moment’s notice to assist you. Siesta Key Dreams takes pride in providing professional and personalized services to ensure that your stay is unforgettable.brbrIncluded within your reservation are complimentary bathroom toiletries (shampoo, conditioner, soap), coffee & a Keurig-pods, and your choice of either a bottle of sparkling wine or sparkling grape juice. To prep for the numerous beach trips, we provide you with towels, beach chairs, umbrella, blanket, cooler and a cart to transport your items easily! Traveling with your children We offer complementary cribs, highchairs, toys, silverware, and baby-monitors available per request! brbrShortly after you secure your vacation rental, you will receive a link where you can book local services and experiences provided by vendors throughout the island. Siesta Key Dreams provides golf-carts to rent and mid-stay services such as cleanings, and linen changes(additional charge).brbrWhen available, guests can request flexible booking with early check-in or late check out options. Siesta Key Dreams also offers baggage drop-off prior to your check-in time. You will be able to indicate your preferences in the link you will receive prior to check-in. brbrGuests will receive an electronic Rental Agreement that provides common details about our terms and conditions, such as our no-smoking policy. Before you check-in, and just after booking, we require guest verification. You will receive information after booking and the process only takes a couple minutes. This allows us to provide a safe location for our guests, neighbors, and employees.brbrNeed more space We also rent the entire complex, which adds the two detached 1-bedroom townhouse-style condos at the front of the lot.brbrCheck Out: 10AMbrCheck In: 3PMbrQuiet Hours: 10PM - 7AM brParking: Three vehicle (max)brNo smokingbrLarge Gatherings (1.5x Guest Occupancy): Require approval from Siesta Key Dreams (entire building rentals are available)brPets: Pet Friendly & Non-Pet Units are designated during the reservation process. Pets are not allowed unless explicitly listed on the unit listing. Pet Friendly units require deposit or waiver and additional cleaning/pet charge.brAdditional Details: See Vacation Rental Agreement for all details

Bed

Bath

Sleeps

$497.23

/ Nightly

Private Vacation Home

Palm Island Life - Heated Pool, Canal Front, Fire Pit, Walk to Siesta Beach

Siesta Key, Florida, United States

Palm Island Life | Heated Pool, Fire Pit + 0.3 Miles to Siesta Beachbrbr Why You'll Love This HomebrSlide open the glass doors and step into your very own canal-front sanctuary—complete with a screened heated private pool, fire pit and lanai. Nestled in the exclusive Palm Island neighborhood of Siesta Key, this home balances serene waterfront living with quick walkability to the world-famous white sands of Siesta Beach (0.3 miles) and vibrant dining at Siesta Key Village (0.4 miles).brbr ‍ ‍ Perfect ForbrIdeal for boating enthusiasts, families, couples, or adult groups seeking a private coastal experience with premium indoor-outdoor flow and nearby walkable attractions.brbr ️ Imagine ThisbrWake up to sunlight pouring into your primary suite, grab a coffee from the kitchen, and stroll just 0.3 miles to Beach Access 10 for a morning barefoot walk on Siesta's famous quartz sands.brbrReturn for lunch by the pool, fire up the grill, or sway in the backyard hammock under palm shade. In the evening, gather around the courtyard fire pit or head to the Village for live music and island cocktails—all within walking distance.brbrInside, the home's tile flooring, granite countertops, and stainless appliances create a bright, coastal-modern feel. With seamless indoor-outdoor flow, you're never far from a breeze, a view, or your next relaxing moment.brbr Where You'll Sleepbr- Bedroom 1: King Bed, Ensuite Bathroom, TVbr- Bedroom 2: Queen Bed, Shared Hall Bath, TVbr- Bedroom 3: Twin over Full, Shared Hall Bath, TVbr- Additional Sleeping: Air Mattress, Sleeps 2brbr Explore the Areabr- 0.3 miles to Siesta Beach (Access 10)br- 0.4 miles to Siesta Key Village – Boutique shopping, live music, seafood, coffee shopsbr- Easy access to water sports rentals, boat charters, and nature trailsbr- Peaceful residential feel with the energy of coastal living just minutes awaybrbr Need to Know: Free High-Speed WiFi. This pool is heated between November 15 - April 15. Single-Level Home - No stairs inside the home. Dog Friendly, Up to 25 lbs., with an Additional Fee.

Bed

Bath

Sleeps

$766.78

/ Nightly

Private Vacation Home

⭐️ Luxury Coastal Retreat, 60 Steps to World-Famous Siesta Key Beach! ⭐️

Siesta Key, Florida, United States

Luxury Beachside RetreatbrbrWelcome to your Siesta Key escape, just steps from the famous Public Beach. This spacious 1,850 sqft 3BR/2.5BA townhouse invites you to relax with two king bedrooms and a romantic loft featuring a queen bed, private balcony, and breathtaking Gulf views.brbrWake up to the ocean from all three balconies, each offering beautiful beach views. Spend your days by the heated lagoon-style pool (heated during cooler winter months) shared by only two duplexes. Enjoy beach chairs, umbrellas, free Wi-Fi, and parking for 2–3 cars.brbrAn unbeatable location for your perfect Siesta Key getaway.

3

Bed

2

Bath

6

Sleeps

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$497.23

$766.78

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